3-Aminobenzamide

Modify Date: 2024-01-02 18:51:16

3-Aminobenzamide structure	Common Name	3-Aminobenzamide
	CAS Number	3544-24-9	Molecular Weight	136.151
	Density	1.2±0.1 g/cm3	Boiling Point	329.6±25.0 °C at 760 mmHg
	Molecular Formula	C₇H₈N₂O	Melting Point	115-116 °C(lit.)
	MSDS	Chinese USA	Flash Point	153.2±23.2 °C
	Symbol	GHS07	Signal Word	Warning

Use of 3-Aminobenzamide

3-Aminobenzamide is a potent inhibitor of PARP with IC50 of appr 50 nM in CHO cells, and acts as a mediator of oxidant-induced myocyte dysfunction during reperfusion.

Name	3-aminobenzamide
Synonym	More Synonyms

Description	3-Aminobenzamide is a potent inhibitor of PARP with IC50 of appr 50 nM in CHO cells, and acts as a mediator of oxidant-induced myocyte dysfunction during reperfusion.
Related Catalog	Research Areas >> Cancer
Target	PARP:50 nM (IC50)
In Vitro	3-Aminobenzamide (>1 μM) causes more than 95% inhibition of PARP activity without significant cellular toxicity. INO-1001 significantly sensitizes CHO cells by blocking most of the DNA repair occurring between radiation fractions[1]. 3-Aminobenzamide significantly improves endothelial function by enhancing the acetylcholine-induced, endothelium-dependent, nitric oxide mediated vasorelaxation after exposure with 400 μM H2O2[2].
In Vivo	In a db/db (Leprdb/db) mouse model, 3-Aminobenzamide ameliorates diabetes-induced albumin excretion and mesangial expansion, and also decreases diabetes-induced podocyte depletion[3]. 3-Aminobenzamide (1.6 mg/kg via intracerebral injection) prevents NAD+ depletion and improves water maze performance after controlled cortical impact (CCI) in mice[4].
Kinase Assay	PARP activity is measured with a PARP Activity Assay Kit. This method measures relative PARP activity by determining the level of incorporation of 3H-NAD into trichloroacetic acid (TCA) precipitable material in the presence of sheared genomic DNA, which activates PARP. The reaction mixture is added directly to washed cultures in 12-well culture plates and the reaction is allowed to proceed for 60 minutes at 37°C before the cells are removed mechanically, transferred to a microcentrifuge tube, and precipitated with ice-cold 5% TCA.
Animal Admin	Male db/db (Leprdb/db) mice, together with nondiabetic control db/m mice on C57BLKs/J background, are used. INO-1001 and PJ-34 treatment are initiated at 5 weeks of age. In sterile water that is sweetened with NutraSweet, 4.8 g/L 3-Aminobenzamide and 2.4 g/L PJ-34 is dissolved. Control animals receive sweetened water only. The average inhibitor consumption is 60 mg/kg 3-Aminobenzamide and 30 mg/kg PJ-34.
References	[1]. Brock WA, et al. Radiosensitization of human and rodent cell lines by INO-1001, a novel inhibitor of poly(ADP-ribose) polymerase. Cancer Lett. 2004 Mar 18;205(2):155-60. [2]. Radovits T, et al. Poly(ADP-ribose) polymerase inhibition improves endothelial dysfunction induced by reactive oxidant hydrogen peroxide in vitro. Eur J Pharmacol. 2007 Jun 14;564(1-3):158-66. [3]. Szabo C, et al. Poly(ADP-ribose) polymerase inhibitors ameliorate nephropathy of type 2 diabetic Leprdb/db mice. Diabetes. 2006 Nov;55(11):3004-12. [4]. Clark RS, et al. Local administration of the poly(ADP-ribose) polymerase inhibitor INO-1001 prevents NAD+ depletion and improves water maze performance after traumatic brain injury in mice. J Neurotrauma. 2007 Aug;24(8):1399-405.

Density	1.2±0.1 g/cm3
Boiling Point	329.6±25.0 °C at 760 mmHg
Melting Point	115-116 °C(lit.)
Molecular Formula	C₇H₈N₂O
Molecular Weight	136.151
Flash Point	153.2±23.2 °C
Exact Mass	136.063660
PSA	69.11000
LogP	0.33
Vapour Pressure	0.0±0.7 mmHg at 25°C
Index of Refraction	1.633
Water Solubility	ethanol: 50 mg/mL, clear, faintly yellow

3-Aminobenzamide MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CU8992000

CHEMICAL NAME :: Benzamide, m-amino-

CAS REGISTRY NUMBER :: 3544-24-9

BEILSTEIN REFERENCE NO. :: 2802373

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C7-H8-N2-O

MOLECULAR WEIGHT :: 136.17

WISWESSER LINE NOTATION :: ZVR CZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - wild bird species

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Mammal - species unspecified Fibroblast

DOSE/DURATION :: 1 mmol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 254,13,1991

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H315-H319-H335
Precautionary Statements	P280-P301 + P312 + P330-P304 + P340 + P312-P305 + P351 + P338-P337 + P313
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36-S37/39
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	CU8992000
HS Code	2924299090

3-NITROBENZAMIDE

CAS#:645-09-0

~94%

3-Aminobenzamide

CAS#:3544-24-9

Literature: Rahaim Jr., Ronald J.; Maleczka Jr., Robert E. Synthesis, 2006 , # 19 p. 3316 - 3340

3-Aminobenzonitrile

CAS#:2237-30-1

~99%

3-Aminobenzamide

CAS#:3544-24-9

Literature: Brinchi, Lucia; Chiavini, Lisa; Goracci, Laura; Di Profio, Pietro; Germani, Raimondo Letters in Organic Chemistry, 2009 , vol. 6, # 2 p. 175 - 179

3-Formylaniline

CAS#:1709-44-0

~91%

3-Aminobenzamide

CAS#:3544-24-9

Literature: Sharghi, Hashem; Sarvari, Mona Hosseini Tetrahedron, 2002 , vol. 58, # 52 p. 10323 - 10328

3-Aminobenzoic acid

CAS#:99-05-8

3-Aminobenzamide

CAS#:3544-24-9

Literature: Bulletin of the Korean Chemical Society, , vol. 32, # 12 p. 4444 - 4446

Benzamide,4-chl...

CAS#:16588-06-0

3-Aminobenzamide

CAS#:3544-24-9

Literature: Journal of the American Pharmaceutical Association (1912-1977), , vol. 48, p. 201

Precursor 5
CAS#:645-09-0 3-NITROBENZAMIDE CAS#:2237-30-1 3-Aminobenzonitrile CAS#:1709-44-0 3-Formylaniline CAS#:99-05-8 3-Aminobenzoic acid
CAS#:16588-06-0 Benzamide,4-chl...
DownStream 10
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CAS#:885274-73-7 2-(3-AMINO-PHEN... CAS#:885278-66-0 2-(3-Amino-phen...

HS Code	2924299090
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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meta-aminobenzoylamine

m-Aminobenzamide

3-Aminobenzimide

Benzamide,m-amino

Benzamide, 3-amino-

3-Aminobenzamide

3-Amino-benzamide

MFCD00007989

EINECS 222-586-9

Benzamide,3-amino

INO1001

meta-aminobenzamide

3-NH2-Ph-CO-NH2

5-amino-benzamide

INO-1001

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China
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DC Chemicals Limited
China
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China
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